Explore Appalachian Trail: Connecticut: Best Day Hikes - view hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

This month marks the 80th anniversary of the #AppalachianTrail, which passes through 14 states from Maine to Georgia. . With so many access points along its approximate 2,190-mile route, this trail is not only an excellent option for thru-hikers and section-hikers, but also day-hikers and those looking to escape into nature for a few hours. . To honor the Appalachian Trail, we have compiled a list state by state of some of our favorite day hikes along the AT. Check out this list for Connecticut and help us celebrate the legacy and natural wonder of this trail!

Appalachian Trail: Connecticut: Best Day Hikes Map
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This was a lovely hike! Sunny meadow streams give way to striking rock formations, and you're never too far from a stream or view. The beginning is deceptively rigorous, because after that you go gently up and down a ridge line (I chose not to do the final mile after Caleb Peak).

Great trail not overly taxing if you hike on a somewhat regular basis. Take your time to explore it you won’t regret it. There is a side trail off somewhat in the beginning it’s marked blue goes down to Housatonic overlook only a mile but I loved it. Also take the time to visit 10 mile shelter site it’s got a pretty nice small open field that’s worth the short hike to see along the trail.

hiking
bugs
rocky
scramble
3 days ago

1926 elevation and a little over 9 miles. The flowers were blooming and the scent of honeysuckle wafted through a good portion of the trail. I would definitely revisit this trail in the fall to see the foliage.

Uphill 2 miles then another miles or so and it opens onto a beautiful huge grassy area with far off views. Amazing spot for a picnic, snack, or just a rest. One view on the way up. Can’t wait to try this in winter- there must be more views. Very cool waterfall and dam area at start of hike.

Rands View is spectacular! Make the trek to Lime Rock—-it’s worth it

Pretty hike, although not particularly hard. The meadow is amazing! Well worth it.

No more Covid Closure as of 5/24. Did a 14 mile RT, starting at Skiff Mountain Rd, over Caleb's Peak, then the long hike along the Housatonic to Dawn Hill Rd. Pleasant hike.Nice view from Caleb's peak. A refreshing swim in the Housatonic at one of the swim holes was the highlight of the day. Just saw the post about the bad Google Maps directions, which take you over hill and dale and eventually down a closed road. I wound up back tracking on Skiff Mountain Road to where the AT crosses the road just South of Caleb's peak. When I finally hiked past the River Road trail head I learned that you get there by car simply by staying along River Road all the way from Macedonia.

hiking
bugs
rocky
scramble
7 days ago

This was a great hike, very good workout. The trail is very well marked but definitely lots of bugs.

hiking
bugs
8 days ago

Terrific trail that is clearly marked with light blue blazes. Did the loop in about two hours with my two kids (11 & 9). Beautiful views and some challenging uphills along the view.

For me, this was a stunner! The falls, the view from Prospect Mountain, Rand’s View, the beautiful forest in spring with its wildflowers blooming. Bugs weren’t too bad and a beautiful day. Took me a long time to do 6.2 miles because I was birdwatching and because I sat and enjoyed each of the views- almost 5 hours (seems most do it between 2.5 and 3.5 hours). I will definitely be back. Very clearly marked. A lovely climb!

This hike gets 5 stars just for packing so much into such a short distance: you've got a serious ascent, a beautiful stream with small waterfalls, and a really striking vantage, all within a 3 mile trek. My one complaint is that you can hear traffic from Route 7 for too much of the time, which kills the vibe. Also: we did this counterclockwise, which was lovely, but I'd probably recommend going the other way, so that you're going up along the stream.

Good warm-up section on the AT if you're training for more hiking. It starts off very level and builds toward more serious work on St John's ledge. Some elevation. Great views.

Unsure why this is listed as closed as there were no signs anywhere conveying a trail closure. Overall, a flat river walk/hike that opens up to a spacious field that offers up stunning panoramic views of the surrounding hills. Crossing the road towards Silver Hill offered the only significant elevation gain however there are now views to be had on that side. Definitely recommended for people who are new to hiking or just don’t want to hike anything rugged. Trails are very well maintained and there are many stops to sit by the Housatonic river. 13 mile out/back but that was with the added section of Silver Hill.

on River Road

hiking
bugs
13 days ago

Gravel paved, babbling brooks and pretty waterfalls near a wooden bridge

This trail has been on my list for awhile and I finally did it. It’s exciting to hike on the AT and the initial trail features are dreamy... then it gets rocky... then a few pretty overlooks before stretches of narrow trail. It was a warm day today, and there were plenty of bugs out n about. Very few hikers. View was worth the gnats - it was the perfect spot to stop and rest and have some trail snacks. Truly, the view is outstanding. Enjoy.

Great spot for a picnic by the bridge where Tenmile River and the Housotonic River Meet!

hiking
rocky
scramble
18 days ago

This was the first time I went counter clockwise, which many people recommend because it’s better to go up the scrambly bits, but I think it’s good both clockwise and counter clockwise

Go to the south of the loop for parking, the GPS tries to take you by the covered bridge, and there’s no parking there. Go by where the little “tail” of the loop is. Beautiful views in the northern part of the trail of the Housatonic. A lot of uphill coming back.

Great trail along the river. From route 4 in Cornwall, we drove a couple of miles down River Road and parked at a well marked trail head. Extremely flat and cuts through a couple of nice fields. Did about 8 miles (4 miles out and back). Our turn around point was another AT parking lot off of Skiff Mountain Road.

5/2 - 5/3/2020: Nice trail, surprisingly without mud even after several previous days of rain. I parked inside the public gate by the falls overnight, no issues. Mt Prospect view is average, small view hole with the surrounding vegetation. Rand View field was great though. I later returned after setting up camp to catch sunset which happens just at the western edge of the meadow so it casts across the valley very well. Saw deer, turkey, vultures and even a porcupine Lime Rock camp has 3 platforms and a lean-to and privy. Also space for extra tents. Easy 3ish mile hike in, brought my dog.

hiking
no shade
scramble
27 days ago

First elevation at the beginning was straight up and then it levels off for a bit, we enjoyed the scramble at the turn around point. I tracked 10 miles and 2779 elevation on my app. It was a hot day and the leaves hadn’t filled in to give you some shade.

great hike, fun, minimal traffic. Most of the people I saw were at the end by the waterfall in the camping site.

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